p-Nitrophenylacetonitrile Chemical Properties

Melting point:

113-115 °C(lit.)

Boiling point:

195-197 °C (12.0016 mmHg)

Density 

1.3264 (rough estimate)

refractive index 

1.5770 (estimate)

storage temp. 

Store below +30°C.

solubility 

Solubility Insoluble in water, soluble in ethanol, ether

form 

Crystalline Powder

color 

Cream to yellow

PH Range

Yellow (11.4) to Orange-red (12.9)

Water Solubility 

INSOLUBLE

Merck 

14,6590

BRN 

388442

Exposure limits

NIOSH: IDLH 25 mg/m3

Major Application

Recording materials, photography, forge-proof security paper

InChI

1S/C8H6N2O2/c9-6-5-7-1-3-8(4-2-7)10(11)12/h1-4H,5H2

InChIKey

PXNJGLAVKOXITN-UHFFFAOYSA-N

SMILES

[O-][N+](=O)c1ccc(CC#N)cc1

CAS DataBase Reference

555-21-5(CAS DataBase Reference)

NIST Chemistry Reference

Benzeneacetonitrile, 4-nitro-(555-21-5)

EPA Substance Registry System

Benzeneacetonitrile, 4-nitro- (555-21-5)

Safety Information

Hazard Codes 

Xn

Risk Statements 

20/21/22-36/37/38

Safety Statements 

14-22-36/37-36-26-24/25

RIDADR 

3439

WGK Germany 

3

RTECS 

AM1250000

TSCA 

TSCA listed

HazardClass 

6.1

PackingGroup 

III

HS Code 

29269095

Storage Class

11 - Combustible Solids

Toxicity

LD50 ivn-mus: 32 mg/kg CSLNX* NX#02093

MSDS

• Language:English Provider:4-Nitrophenylacetonitrile
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

p-Nitrophenylacetonitrile Usage And Synthesis

Chemical Properties

Cream to yellow crystalline powder

Uses

4-Nitrophenylacetonitrile is used as a radical inhibitor in the polymerization of vinyl acetate. Toxic compound to tetrahymena pyriformis.

Uses

p-Nitrophenylacetonitrile is used as a radical inhibitor in the polymerization of vinyl acetate.

Uses

In the preparation of p-nitrophenylacetic acid.

Synthesis Reference(s)

Tetrahedron Letters, 20, p. 1361, 1979 DOI: 10.1016/S0040-4039(01)86150-5
The Journal of Organic Chemistry, 52, p. 648, 1987 DOI: 10.1021/jo00380a028

Hazard

Toxic material

Safety Profile

Poison by intravenous route. When heated to decomposition it emits toxic fumes of NOx and CNí. See also NITRILES and NITRO COMPOUNDS OF AROMATIC HYDROCARBONS

Purification Methods

Crystallise the nitrile from EtOH. TOXIC. [Beilstein 9 H 456, 9 I 183, 9 II 313, 9 III 2291.]

p-Nitrophenylacetonitrile(555-21-5)Related Product Information

• 4-Nitrobenzoic acid
• 4-Methylbenzyl cyanide
• 4-Nitrobenzeneethanol
• 4-Nitrophenylacetic acid
• 2-Methylbenzyl cyanide
• 4-Nitrobenzaldehyde
• 4-Nitrobenzonitrile
• Benzeneacetonitrile
• 2-Nitrophenylacetonitrile,98%,2-Nitrophenylacetonitrile 98%,ORTHO-NITROPHENYLACETONITRILE,2-NITROPHENYLACETONITRILE
• 3-NITROPHENYLACETONITRILE
• 5-FLUORO-2-NITROPHENYLACETONITRILE
• 2-METHYL-3-NITROPHENYLACETONITRILE
• Nitrobenzene
• 2-NITRO-4-(TRIFLUOROMETHYL)PHENYLACETONITRILE
• 2-methyl-2-(4-nitrophenyl)propanenitrile
• 3-(p-Chlorophenyl)-2-(p-nitrophenyl)acrylonitrile
• 2-BROMO-2-(4-NITROPHENYL)ACETONITRILE
• (2-CHLORO-4-NITROPHENYL)-ACETONITRILE